2-(2-hydroxyethoxy)ethyl acetate - CAS 2093-20-1

2-(2-hydroxyethoxy)ethyl acetate is a polyethylene glycol (PEG)-based PROTAC linker. 2-(2-hydroxyethoxy)ethyl acetate can be used in the synthesis of a series of PROTACs.

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Molecular Formula
C6H12O4
Molecular Weight
148.157

2-(2-hydroxyethoxy)ethyl acetate

    • Specification
      • Purity
        95%
        Appearance
        Liquid
        Storage
        Please store the product under the recommended conditions in the Certificate of Analysis.
        Shipping
        Room temperature in continental US; may vary elsewhere.
        IUPAC Name
        2-(2-hydroxyethoxy)ethyl acetate
        Synonyms
        Diethylene glycol monoacetate; PEG2-ethyl acetate
    • Properties
      • Boiling Point
        231.0±15.0 °C at 760 mmHg
        Density
        1.1±0.1 g/cm3
        InChI Key
        XXXFZKQPYACQLD-UHFFFAOYSA-N
        InChI
        InChI=1S/C6H12O4/c1-6(8)10-5-4-9-3-2-7/h7H,2-5H2,1H3
        Canonical SMILES
        CC(=O)OCCOCCO
    • Reference Reading
      • 1.Pyrimidine acyclic nucleosides, 1-[(2-Hydroxyethoxy)methyl]pyrimidines as candidate antivirals.
        Kelley JL, Kelsey JE, Hall WR, Krochmal MP, Schaeffer HJ. J Med Chem. 1981 Jun;24(6):753-6.
        A number of pyrimidine acyclic nucleosides were synthesized and tested for activity against herpes simplex virus type 1. Synthesis of 1-[(2-hydroxyethoxy)methyl]cytosine (8) and 1-[(2-hydroxyethoxy)methyl]uracil (14) was accomplished in two or three steps from 2,4-diethoxypyrimidine and 2-(benzoyloxy)ethoxymethyl chloride. The 5-methyl (20), 5-(trifluoromethyl) (21), and 5-fluoro (22) analogues of 14 were available in two steps form the appropriate bis(trimethylsilyl)ated 5-substituted uracil and 2-(acetoxymethoxy)ethyl acetate or 2-(benzoyloxy)ethoxymethyl chloride. Bromination of 8 and 14 or iodination of 14 gave the 5-halogeno-1-[(2-hydroxyethoxy)methyl]pyrimidines 9, 23, and 24. These pyrimidine acyclic nucleosides exhibited little or no activity against herpes simplex virus type 1 or against a range of other DNA and RNA viruses. This is compatible with their lack of substrate properties toward herpes simplex virus induced thymidine kinase.
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